140866-78-0

Basic information

• Product Name: Phosphonic acid, [[4-(bromomethyl)phenyl]methyl]-, dimethyl ester
• CAS NO: 140866-78-0
• Molecular Formula: C10H14BrO3P
• Molecular Weight: 293.097
• Mol File: 140866-78-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Phosphonic acid, [[4-(bromomethyl)phenyl]methyl]-, dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphonic acid, [[4-(bromomethyl)phenyl]methyl]-, dimethyl ester(140866-78-0)
• EPA Substance Registry System: Phosphonic acid, [[4-(bromomethyl)phenyl]methyl]-, dimethyl ester(140866-78-0)

Safety Data

• Hazardous Substances Data: 140866-78-0(Hazardous Substances Data)

Upstream product

• 623-24-5 1,4-bis(bromomethyl)benzene 
• 121-45-9 phosphorous acid trimethyl ester 
• 104-81-4 4-Methylbenzyl bromide 
• 17105-64-5 dimethyl <(4-methylphenyl)methyl>phosphonate 

Downstream Products

• 140866-79-1 [4-((2S,5R)-5-Isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-ylmethyl)-benzyl]-phosphonic acid dimethyl ester 
• 175445-88-2 3-[4-(Dimethoxy-phosphorylmethyl)-phenyl]-2-methyl-2-{[1-phenyl-meth-(E)-ylidene]-amino}-propionic acid methyl ester 
• 660859-37-0 {4-[5-(3-bromophenyl)tetrazol-2-ylmethyl]benzyl}phosphonic acid dimethyl ester 
• 140866-82-6 N-t-Boc-p-dimethylphosphonomethyl-L-phenylalanine 
• 174969-95-0 ethyl 4-(dimethylphosphonomethyl)-D-phenylalaninate 
• 174969-91-6 ethyl 4-(dimethylphosphonomethyl)-D,L-phenylalaninate 
• 174969-92-7 4-(dimethylphosphonomethyl)-L-phenylalanine 
• 175445-90-6 methyl α-methyl-4-(dimethylphosphonomethyl)-D,L-phenylalaninate 
• 174969-99-4 2-(Benzhydrylidene-amino)-3-[4-(dimethoxy-phosphorylmethyl)-phenyl]-propionic acid ethyl ester 

Relevant articles and documents

Synthesis of constrained 4-(phosphonomethyl)phenylalanine derivatives as hydrolytically stable analogs of O-phosphotyrosine

In order to elucidate the role of protein tyrosine phosphorylation involved in various intracellular signaling pathways, peptides containing O-phosphotyrosine have been developed. However, in order to improve the stability of the phosphorylation amino acid, we have designed some years ago a hydrolytically stable analogue,the 4-(phosphonomethyl)phenylalanine (Pmp). Introduced in peptide sequences, this residue, which is resistant to phosphatase action, was shown also able to inhibit substrate recognition by protein targets. With the aim to design peptidomimetics endowed with improved affinity and selectivity, we report in this study the synthesis of five new sterically hindered amino acids derived from Pmp. These modifications include α-methyl, β-methyl, β,β-dimethyl substitutions, α,β-cyclization of Pmp and methyl substitution on the phosphonomethyl group of Pmp.

Preparation of an angiotensin i analog containing a p-phosphonomethyl-l-phenylalanine residue via asymmetric synthesis of t-boc-p-dimethylphosphonomethyl-l-phenylalanine

t-BOC-p-Dimethylphoshonomethyl-L-phenylalanine has been prepared and incorporated into a peptide sequence corresponding to angiotensin I. Demethylation of the dimethylphosphonomethyl moiety then yielded a peptide containing a p-phosphonomethyl-L-phenylalanine residue.